The facile synthesis of 1-benzoazepine derivatives gold-catalyzed regioselective cycloisomerization reactions of -(-alkynylaryl)--vinyl sulfonamides

Gold-catalyzed, regioselective cycloisomerization of N -( o -alkynylaryl)- N -vinyl sulfonamides afforded high yields of 2-sulfonylmethyl-1-benzoazepine derivatives. This 7- endo-dig selective cyclization proceeds via the incorporation of an exocyclic double bond by a labile 1-benzoazepine intermediate. The cyclization substrates were assembled in two steps from readily available materials using Sonogashira coupling and a Cs 2 CO 3 -mediated formal vinylic substitution. Gold-catalyzed, regioselective cycloisomerization of N -( o -alkynylaryl)- N -vinyl sulfonamides afforded high yields of 2-sulfonylmethyl-1-benzoazepine derivatives.